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THJ-2201

From Wikipedia, the free encyclopedia
Synthetic cannabinoid

Pharmaceutical compound
THJ-2201
Legal status
Legal status
Identifiers
  • [1-(5-Fluoropentyl)-1H-indazol-3-yl](1-naphthyl)methanone
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC23H21FN2O
Molar mass360.432 g·mol−1
3D model (JSmol)
  • c1ccc2c(c1)cccc2C(=O)c3c4ccccc4n(n3)CCCCCF
  • InChI=1S/C23H21FN2O/c24-15-6-1-7-16-26-21-14-5-4-12-20(21)22(25-26)23(27)19-13-8-10-17-9-2-3-11-18(17)19/h2-5,8-14H,1,6-7,15-16H2
  • Key:DULWRYKFTVFPTL-UHFFFAOYSA-N

THJ-2201 is anindazole-basedsynthetic cannabinoid that presumably acts as a potentagonist of theCB1 receptor and has been sold online as adesigner drug.[1][2][3][4]

It is astructural analog ofAM-2201 in which the centralindole ring has been replaced by indazole.[5]

Pharmacology

[edit]

THJ-2201 acts as afull agonist with abinding affinity of 1.34 nM atCB1 and 1.32 nM atCB2cannabinoid receptors.[6]

Side effects

[edit]

THJ-2201 has been linked to at least one hospitalization and death due to its use.[7]

Legal status

[edit]

It is classified as aSchedule I controlled substance in the United States.[8]

It is also anAnlage II controlled drug in Germany.[9]

See also

[edit]

References

[edit]
  1. ^Diao X, Wohlfarth A, Pang S, Scheidweiler KB, Huestis MA (January 2016)."High-Resolution Mass Spectrometry for Characterizing the Metabolism of Synthetic Cannabinoid THJ-018 and Its 5-Fluoro Analog THJ-2201 after Incubation in Human Hepatocytes".Clinical Chemistry.62 (1):157–169.doi:10.1373/clinchem.2015.243535.PMID 26430074.
  2. ^Shevyrin V, Melkozerov V, Nevero A, Eltsov O, Morzherin Y, Shafran Y (September 2014). "3-Naphthoylindazoles and 2-naphthoylbenzoimidazoles as novel chemical groups of synthetic cannabinoids: chemical structure elucidation, analytical characteristics and identification of the first representatives in smoke mixtures".Forensic Science International.242:72–80.doi:10.1016/j.forsciint.2014.06.022.PMID 25036783.
  3. ^Uchiyama N, Shimokawa Y, Kawamura M, Kikura-Hanajiri R, Hakamatsuka T (August 2014). "Chemical analysis of a benzofuran derivative, 2-(2-ethylaminopropyl)benzofuran (2-EAPB), eight synthetic cannabinoids, five cathinone derivatives, and five other designer drugs newly detected in illegal products".Forensic Toxicology.32 (2):266–281.doi:10.1007/s11419-014-0238-5.S2CID 11873421.
  4. ^Diao X, Scheidweiler KB, Wohlfarth A, Zhu M, Pang S, Huestis MA (2016)."Strategies to distinguish new synthetic cannabinoid FUBIMINA (BIM-2201) intake from its isomer THJ-2201: metabolism of FUBIMINA in human hepatocytes".Forensic Toxicology.34 (2):256–267.doi:10.1007/s11419-016-0312-2.PMC 4971051.PMID 27547265.
  5. ^"THJ-2201". Cayman Chemical. Retrieved21 July 2015.
  6. ^Hess C, Schoeder CT, Pillaiyar T, Madea B, Müller CE (1 July 2016)."Pharmacological evaluation of synthetic cannabinoids identified as constituents of spice".Forensic Toxicology.34 (2):329–343.doi:10.1007/s11419-016-0320-2.PMC 4929166.PMID 27429655.
  7. ^Trecki J, Gerona RR, Schwartz MD (July 2015). "Synthetic Cannabinoid-Related Illnesses and Deaths".The New England Journal of Medicine.373 (2):103–107.doi:10.1056/NEJMp1505328.PMID 26154784.
  8. ^Drug Enforcement Administration Do (January 2015). "Schedules of controlled substances: temporary placement of three synthetic cannabinoids into schedule I. Final order".Federal Register.80 (20):5042–5047.PMID 25730924.
  9. ^"Gesetz über den Verkehr mit Betäubungsmitteln (Betäubungsmittelgesetz - BtMG) Anlage II (zu § 1 Abs. 1) (verkehrsfähige, aber nicht verschreibungsfähige Betäubungsmittel)". Retrieved9 July 2015.
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See also
Receptor/signaling modulators
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tetrahydroisoquinolines
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Others / unsorted
Related compounds
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